Total Synthesis of Clavilactone B: A Radical Cyclization-Fragmentation Strategy

Hiroshi Suizu; Daisuke Shigeoka; Hiroshi Aoyama; Takehiko Yoshimitsu

doi:10.1021/ol503356m

Total Synthesis of Clavilactone B: A Radical Cyclization-Fragmentation Strategy

Hiroshi Suizu, Daisuke Shigeoka, Hiroshi Aoyama, Takehiko Yoshimitsu

Research output: Contribution to journal › Article › peer-review

18 Citations (Scopus)

Abstract

A new synthetic route to clavilactone B, a naturally occurring inhibitor of epidermal growth factor receptor (EGFR) tyrosine kinase, is disclosed. The route features a sequential samarium-mediated radical cyclization-fragmentation of an indanone derivative, which provides rapid access to a 10-membered carbocyclic motif fused to an aromatic ring.

Original language	English
Pages (from-to)	126-129
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	1
DOIs	https://doi.org/10.1021/ol503356m
Publication status	Published - Jan 2 2015
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol503356m

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title = "Total Synthesis of Clavilactone B: A Radical Cyclization-Fragmentation Strategy",

abstract = "A new synthetic route to clavilactone B, a naturally occurring inhibitor of epidermal growth factor receptor (EGFR) tyrosine kinase, is disclosed. The route features a sequential samarium-mediated radical cyclization-fragmentation of an indanone derivative, which provides rapid access to a 10-membered carbocyclic motif fused to an aromatic ring.",

author = "Hiroshi Suizu and Daisuke Shigeoka and Hiroshi Aoyama and Takehiko Yoshimitsu",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2015",

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T1 - Total Synthesis of Clavilactone B

T2 - A Radical Cyclization-Fragmentation Strategy

AU - Suizu, Hiroshi

AU - Shigeoka, Daisuke

AU - Aoyama, Hiroshi

AU - Yoshimitsu, Takehiko

PY - 2015/1/2

Y1 - 2015/1/2

N2 - A new synthetic route to clavilactone B, a naturally occurring inhibitor of epidermal growth factor receptor (EGFR) tyrosine kinase, is disclosed. The route features a sequential samarium-mediated radical cyclization-fragmentation of an indanone derivative, which provides rapid access to a 10-membered carbocyclic motif fused to an aromatic ring.

AB - A new synthetic route to clavilactone B, a naturally occurring inhibitor of epidermal growth factor receptor (EGFR) tyrosine kinase, is disclosed. The route features a sequential samarium-mediated radical cyclization-fragmentation of an indanone derivative, which provides rapid access to a 10-membered carbocyclic motif fused to an aromatic ring.

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Total Synthesis of Clavilactone B: A Radical Cyclization-Fragmentation Strategy

Abstract

ASJC Scopus subject areas

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